Compound Detail

CHEMBL61479

SIRAMESINE

🧪 Phase II

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🧪 Phase II

Fc1ccc(-n2cc(CCCCN3CCC4(CC3)OCc3ccccc34)c3ccccc32)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL61479
Name	SIRAMESINE
Phase	Phase II
Structure Type	MOL
InChI Key	XWAONOGAGZNUSF-UHFFFAOYSA-N

Known Names

Siramesina Siramesine

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

454.6

MW (Da)

6.61

ALogP

HBA

HBD

17.4

PSA (Å²)

0.30

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

USAN Stem

-mesine

Extended Properties

Molecular Formula	C30H31FN2O
MW	454.59
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-0.70

Activity Summary

Ki 28 meas. best 9.92

IC50 14 meas. best 9.92

EC50 6 meas. best 5.28

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	Ki	9.92	9.685	0.1	6
Unchecked CHEMBL612545	IC50	9.92	9.92	0.1	1
Sigma non-opioid intracellular receptor 1 CHEMBL3602	IC50	9.92	8.3075	0.1	4
Sigma intracellular receptor 2 CHEMBL4105907	Ki	9.92	8.91	0.1	4
Sigma intracellular receptor 2 CHEMBL4105864	Ki	9.92	9.415	0.1	4
Sigma 2 receptor CHEMBL613288	IC50	9.92	9.92	0.1	1
Sigma non-opioid intracellular receptor 1 CHEMBL3602	Ki	8.33	7.9567	4.7	3
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	7.98	7.83	10.5	7
Sigma non-opioid intracellular receptor 1 CHEMBL4153	Ki	7.98	7.875	10.5	4
Adrenergic receptor alpha-1 CHEMBL1907610	IC50	6.48	6.48	330.0	1
D(2) dopamine receptor CHEMBL339	IC50	6.1	6.1	800.0	1
5-hydroxytryptamine receptor 2A CHEMBL322	IC50	5.7	5.7	2000.0	1
Unchecked CHEMBL612545	EC50	5.28	5.055	5300.0	2
NON-PROTEIN TARGET CHEMBL3879801	IC50	5.22	4.78	6000.0	2
MCF7 CHEMBL387	EC50	4.91	4.77	12300.0	2
MCF7 CHEMBL387	IC50	4.89	4.89	13000.0	1
NON-PROTEIN TARGET CHEMBL3879801	EC50	4.86	4.86	13900.0	1
SK-BR-3 CHEMBL613834	IC50	4.85	4.85	14000.0	1
5-hydroxytryptamine receptor 1A CHEMBL273	IC50	4.68	4.68	21000.0	1
C6 CHEMBL614657	EC50	4.37	4.37	43100.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	Ki	=	0.12	nM	9.92	Binding affinity to sigma 2 receptor	21899931
Sigma intracellular receptor 2	Ki	=	0.12	nM	9.92	Displacement of [3H]-(+)-DTG from rat brain homogenate S2R	37535861
Sigma intracellular receptor 2	Ki	=	0.12	nM	9.92	Binding affinity to sigma2 receptor (unknown origin) assessed as inhibition cons...	37607512
Sigma intracellular receptor 2	Ki	=	0.12	nM	9.92	Displacement of [3H]-DTG from sigma2 receptor in rat liver membranes	30350997
Sigma intracellular receptor 2	Ki	=	0.12	nM	9.92	Displacement of [3H]-di-o-tolylguanidine from sigma2 receptor in rat liver membr...	30350997
Sigma non-opioid intracellular receptor 1	IC50	=	0.12	nM	9.92	Binding affinity towards Sigma receptor site 2 in rat brain using [3H]DTG as rad...	7783132
Sigma 2 receptor	IC50	=	0.12	nM	9.92	Binding affinity towards sigma receptor binding site 2 using [3H]DTG of whole ra...	7783131
Unchecked	IC50	=	0.12	nM	9.92	Displacement of [3H]DTH from sigma 2 receptor in rat liver homogenate in presenc...	18069094
Sigma intracellular receptor 2	Ki	=	0.12	nM	9.92	Binding affinity to sigma-2 receptor (unknown origin)	29438891
Unchecked	Ki	=	0.12	nM	9.92	Displacement of [3H]DTG from sigma 2 receptor in rat brain homogenates without c...	27614411
Unchecked	Ki	=	0.12	nM	9.92	Displacement of [3H]-DTG from sigma 2 receptor in rat brain by competition bindi...	-
Unchecked	Ki	=	0.12	nM	9.92	Binding affinity to sigma-2 receptor (unknown origin)	24821398
Unchecked	Ki	=	0.12	nM	9.92	Binding affinity to sigma-2 opioid receptor (unknown origin)	23734634
Unchecked	Ki	=	3.08	nM	8.51	Displacement of [3H]-DTG from sigma 2 receptor in rat liver membrane by competit...	-
Sigma non-opioid intracellular receptor 1	Ki	=	4.69	nM	8.33	Displacement of [3H]-(+)-pentazocine from sigma 1 receptor in rat brain by compe...	-
Sigma non-opioid intracellular receptor 1	Ki	=	10.5	nM	7.98	Displacement of [3H](+)-pentazocine from sigma 1 receptor in guinea pig brain me...	36919956
Sigma non-opioid intracellular receptor 1	Ki	=	10.5	nM	7.98	Displacement of [3H]-(+)-pentazocine from sigma-1 receptor in guinea pig brain m...	-
Sigma non-opioid intracellular receptor 1	Ki	=	10.5	nM	7.98	Binding affinity to sigma 1 receptor (unknown origin) assessed as inhibition con...	36919956
Sigma non-opioid intracellular receptor 1	Ki	=	10.5	nM	7.98	Displacement of [H3]DTG from sigma 1 receptor (unknown origin) by competition bi...	36202063
Sigma intracellular receptor 2	Ki	=	12.6	nM	7.9	Binding affinity to sigma 2 receptor (unknown origin) assessed as inhibition con...	36919956

Literature References

PubMed	DOI	Target Context	# Activities
-	10.1039/C5MD00079C	Unchecked	5
24821398	10.1021/jm5001453	Unchecked	4
7783132	10.1021/jm00011a020	Sigma non-opioid intracellular receptor 1	3
-	10.1039/C5MD00079C	MDA-MB-435	3
7783131	10.1021/jm00011a019	Sigma non-opioid intracellular receptor 1	2
-	10.1039/C5MD00079C	MCF7	2
-	10.1039/C5MD00079C	Sigma non-opioid intracellular receptor 1	2
-	10.1039/C5MD00079C	Molecular identity unknown	2
27614411	10.1016/j.ejmech.2016.08.067	NON-PROTEIN TARGET	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
36919956	10.1021/acs.jmedchem.2c01227	Sigma non-opioid intracellular receptor 1	2
23734634	10.1021/jm301545c	Unchecked	2
30350997	10.1021/acs.jmedchem.8b01183	Sigma non-opioid intracellular receptor 1	2
18069094	10.1016/j.ejmech.2007.09.012	Unchecked	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
35724925	10.1016/j.bmcl.2022.128860	MCF7	2
36919956	10.1021/acs.jmedchem.2c01227	Sigma intracellular receptor 2	2
30350997	10.1021/acs.jmedchem.8b01183	Sigma intracellular receptor 2	2
35724925	10.1016/j.bmcl.2022.128860	SK-BR-3	2
37535861	10.1021/acs.jmedchem.3c00959	Sigma intracellular receptor 2	1

Data from ChEMBL 36 via Core Engine